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Volumn 7, Issue 22, 2001, Pages 4821-4834

Synthesis of conformationally locked L-iduronic acid derivatives: Direct evidence for a critical role of the skew-boat 2S0 conformer in the activation of antithrombin by heparin

Author keywords

Antithrombin; Carbohydrates; Glycosylation; Heparin; Iduronic acid

Indexed keywords

ACTIVATION ANALYSIS; GLUCOSE; POLYSACCHARIDES; SOLUTIONS; SYNTHESIS (CHEMICAL);

EID: 0035914639     PISSN: 09476539     EISSN: None     Source Type: Journal    
DOI: 10.1002/1521-3765(20011119)7:22<4821::AID-CHEM4821>3.0.CO;2-N     Document Type: Article
Times cited : (69)

References (72)
  • 42
    • 0035805327 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2001, 40, 1670-1673.
    • (2001) Angew. Chem. Int. Ed. , vol.40 , pp. 1670-1673
  • 54
    • 85037312261 scopus 로고    scopus 로고
    • note
    • 3): δ = 9.02 (d, J = 8 Hz, 1H, O-CH=CH-CHO), 7.07 (d, J = 12.5 Hz, 1H, O-CH=CH-CHO E), 5.50 (dd, 1H, O-CH=CH-CHO).
  • 58
    • 0032537702 scopus 로고    scopus 로고
    • D. Crich, S. Sun, Tetrahedron 1998, 54, 8321-8348, and references therein.
    • (1998) Tetrahedron , vol.54 , pp. 8321-8348
    • Crich, D.1    Sun, S.2
  • 63
    • 0023690338 scopus 로고
    • A similar pentasaccharide has already been synthesized by others [18] but, bearing an O-sulfonate at position 2 of L-iduronic acid, its properties cannot be compared with those of the present compounds to assess the influence of the conformation of L-iduronic acid on the biological properties. Indeed, it has been shown that this O-sulfonate may itself influence the affinity for antithrombin (M. Petitou, J.-C. Lormeau, J. Choay, Eur. J. Biochem. 1988, 176, 637-640).
    • (1988) Eur. J. Biochem. , vol.176 , pp. 637-640
    • Petitou, M.1    Lormeau, J.-C.2    Choay, J.3
  • 66
    • 85037308408 scopus 로고    scopus 로고
    • note
    • This compound, in store in our laboratory, had been obtained from 1,6-di-O-acetyl-2,3,4-tri-O-methyl-D-glucopyranose by reaction with thioethanol/boron trifluoride, followed by deacetylation and benzylation.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.